Title: Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=105317126&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort Vacation home in Kissimmee with a fitness center ## Photo gallery for Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort ![Pool - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/43fa6be1.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/1643d030.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Private kitchen - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/fa75db64.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/dbedf185.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/9c63dfd9.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Windsor Hills, this 3-bed & 3-bath townhouse offers a warm welcome with granite countertops and stainless steel appliances. Professionally decorated and accommodating up to 10 guests, unwind in the plunge pool or explore nearby Disney parks just minutes away. ## Reviews 8.0 Very good ### Entire home 3 bedrooms1 bathroomSleeps 10 ## Popular amenities - Kitchen - Washer - Dryer - Gym ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort Summary: Your Disney adventure begins with completely remodeled townhouse with all new furnishings! Its a beautiful 3-bed & 3-bath with granite counter top, stainless steel appliances, professionally decorated, and a plunge pool. This property is family-friendly in the gated Windsor Hills community & accommodates up to 10 guests. There's a water park & pool, fitness center, tennis courts, & much more. Disney is just minutes from your front door so you won't have to waste any time getting to the parks! The Space: Sleeps 10!!! Master Bedroom: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin-Over-Twin Bunk Beds Family Room: Pull out Leather Sectional Step inside this professionally decorated townhome and unpack your bags to settle right in. All new furnishings and completely updated including granite countertops and stainless steal appliances. Featuring amenities such as a fully equipped kitchen, free wireless internet access, and flat-screen Smart TVs, you're sure to feel right at home. Take a seat on the sectional sofa and unwind as a movie plays on the flat-screen Smart TV, or head to the kitchen to prepare a bite to eat. Stainless steel appliances make both cooking and cleanup a breeze. Soak up some sun by the pool - heated for an additional nightly fee - in your private screened lanai. A child safety fence offers peace of mind. The community swimming pool is available as well if you're in the mood for some people watching not to mention the new water park that was built on property! Rest up for the next big day ahead and make yourself comfortable in one of the 3 well-appointed bedrooms. The master bedroom features an elegant king-sized bed, while a second bedroom offers a classy queen. Kiddos will love the third bedroom with 2 twin-over-twin bunks. Key Residence Features: \- Amenities include a fully equipped kitchen, free WiFi, 4 flat-screen cable TVs (in all bedrooms), screened lanai with pool (headed for optional nightly fee), child safety pool fence, in-unit laundry, on-site parking, community clubhouse access, and more \- The homeowner ensures that all bedding including bedspreads that is touched by guests is cleaned before the new guest arrives. \- Please note that there is a staircase to access the second floor however a bedroom on the main floor along with a full bathroom. The Neighborhood: \- Windsor Hill community amenities include a pool, cinema, gym and arcade, tennis court, water park, and basketball court \- Convenient Kissimmee location just 10 minutes from Disney, with easy access to all the best attractions in the Orlando area. Getting Around: \- Nearest Major Airport: Orlando International Airport (\~24 miles away). Other Things to Note: We love to hosts long term guests. Please check out our extended stay discounts. There is a minimum 1 time/month cleaning requirement at $250/cleaning. Guests can requests to have the plunge pool heated for $25/day. For longer term stays we will cap the heated pool rate to $200/month. ## Property amenities ### Bedrooms - 3 bedrooms ### Bathroom - 1 bathroom - Shower ### Entertainment - TV ### Laundry - Laundry facilities - Washing machine ### Comfort - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Gym ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/115000000/114750000/114746400/114746386/c86c5be1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunshine & Pooh! ★ Heated Pvt Pool★ 75” TV ★ Disney 4mi ★ Free H2O slides! 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Windsor Hills Windsor Hills - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 40 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=92055849&PinnedHotelID=92055849&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57110000/57101700/57101700/w1433h956x0y2-f6465433.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Discount l Private Pool I Modern House Windsor Hills - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 32 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=57101700&PinnedHotelID=57101700&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=105317126&PinnedHotelID=105317126&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=105317126,114746386,42333795,92055849,57101700) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 18 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Rules \*\*We have a guarded entrance into Windsor Hills. The name that was booked on the reservation must have a photo id that matches the reservation to ... ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed This property accepts cash Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 6229bf416b5439003396222b ## About the area Windsor Hills, a neighborhood in Kissimmee, is home to this vacation home. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Old Town. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Hollywood Studios®, a top attraction not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.ca/Kissimmee.dx7927) [View more Vacation homes in Orlando](https://www.expedia.ca/Orlando-Private-Vacation-Homes.d178294-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.31922%2C-81.59343&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=07uWnSLk-kZwnZXIsg65NPPrDus=) Kissimmee, FL ### What's nearby - ![Orlando showing golf](https://images.trvl-media.com/place/6153712/8d7af579-5ddd-4857-8666-95d8328e49a4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Mystic Dunes Golf Club 3 min drive \- 1.7 km - ![www.alamy.com](https://images.trvl-media.com/place/6034120/72f0831e-8a1f-4532-9296-e96104eeb131.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Walt Disney World® Resort 6 min drive \- 4.8 km - ![www.alamy.com](https://images.trvl-media.com/place/6123780/2d890f64-a575-4c7f-b1c5-7e22efd4649c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney's Animal Kingdom® Theme Park 7 min drive \- 4.5 km - ![Disney Springs® showing a river or creek, a bridge and a sunset](https://images.trvl-media.com/place/502131/67928671-2a47-49aa-9f5b-bb7b815d8ef4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney Springs™ 11 min drive \- 13.8 km - Bonanza Golf & Gifts 3 min drive \- 2.8 km ### Getting around - Brightline Orlando Station 29 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 29 min drive ### Restaurants - McDonald's 4 min drive - Starbucks 3 min drive - Del Taco 3 min drive - Sickies Garage Burgers & Brews 4 min drive - Osaka Bay Buffet 3 min drive ## Frequently asked questions ### Is Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort pet-friendly? ### What time is check-in at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort? ### What time is check-out at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort? ### Where is Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort Reviews ## Reviews ### Very good All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 0 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 8.0 Cleanliness ### 10 Location ## Reviews ### 8/10 Good #### Bobbi S. Apr 6, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great vacation property We were not in the system upon check in, but a quick text/phone call to Stacey fixed the situation. She was very friendly and had recommendations for our stay to make sure we enjoyed every minute of our vacation on the Windsor Hills property. The tile floors of the townhome were not the cleanest, but the rest of the home was to our standards. The resort property is great. Our children had a wonderful time. We will definitely return. ##### Bobbi S. 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